OUR PICKS · CATAMARAN & SAILING

Best Catamaran & Sailing Cruises — Our Top 15

69 tours  ·  from $16 a head

Two hulls buy you a flat deck, shade and a swim ladder that people over sixty can actually use. The 15 below compare group size, whether the sails go up at all, and what is included once the anchor drops.

Funchal Bay: Dolphin & Whale Watch Luxury Catamaran Cruise - Starting at Funchal’s New Marina
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Funchal Bay: Dolphin & Whale Watch Luxury Catamaran Cruise

1.Funchal Bay: Dolphin & Whale Watch Luxury Catamaran Cruise

★★★★★★★★★★4.2 · 2,684 reviews · 3 hours · from $47Our pick

Sail from Funchal with a Portuguese or English-speaking guide on the Atlantic Pearl, a comfortable catamaran for about 20 people. Search for dolphins and whales, hear about Madeira’s sea life, then stop beneath Cabo Girão for swimming and snorkeling before returning along the coast.

“This was such an incredible experience - we were grateful to see a few pods of pilot whales and go on a sunset swim in a warm secluded location! Our guide João was lovely and accommodating, sharing stories and recommendations along the way.”

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Phuket: James Bond Island and Phang Nga Bay by Premium Yacht - The yacht makes the difference
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Phuket: James Bond Island and Phang Nga Bay by Premium Yacht

2.James Bond Island and Phang Nga Bay by Premium Yacht

★★★★★★★★★★4.6 · 1,656 reviews · 330 minutes - 7 hours · from $120

Cruise from Ao Por Pier on a spacious luxury yacht to James Bond Island and Khao Phing Kan, then canoe through Hong Island’s caves and lagoons with local guides. Enjoy Thai food, fruit, soft drinks, and sunset views. Hotel pickup is available from several Phuket areas.

“This tour was fantastic. Really pleased I booked. Yacht was large and comfortable- many places to sit/lay and relax. The lunch and dinner provided was excellent. The locations visited were well organised and run. It was a brilliant day and I would thoroughly recommend”

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4-Hour Catamaran Sail and Snorkel Tour from Grace Bay - Sailing beside Grace Bay Beach
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4-Hour Catamaran Sail and Snorkel Tour from Grace Bay

3.4-Hour Catamaran Sail and Snorkel Tour from Grace Bay

★★★★★★★★★★5.0 · 1,465 reviews · from $145Top rated

Join Ocean Vibes Scuba and Watersports for a four-hour catamaran trip from Grace Bay. Snorkel a reef with provided gear, visit Half Moon Bay or Little Water Cay, and enjoy sandwiches, fruit, beer, soft drinks, and rum punch. Crew members including Mike, Jay, Ross, Reggie, and Willie are known for friendly help.

“Captain Mike, Peter/Jay were amazing! They did everything they could to make your experience the best one ever! If someone needed help during snorkeling they were there! They came around with fruit and sandwiches. However the alcohol was where this party began! We got to experience iquana island & half moon cay. We got to sip & swim on beautiful beaches. We got a little burnt from the powerful sun but it was so much fun!!! Xoxo”

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San Francisco Bay Sunset Catamaran Cruise - Starting at Pier 39 and Dock J
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San Francisco Bay Sunset Catamaran Cruise

4.San Francisco Bay Sunset Catamaran Cruise

★★★★★★★★★★5.0 · 1,342 reviews · 1 hour 35 minutes (approx.) · from $88

Board Adventure Cat at Pier 39 for a 1-hour-35-minute evening sail across San Francisco Bay. You’ll pass Alcatraz, cruise beneath the Golden Gate Bridge, watch Sausalito and the skyline change in the fading light, and enjoy one beer, wine, or non-alcoholic drink. Bring a jacket and headphones for the multilingual audio guide.

“This was an amazing experience and an excellent way to see the Golden Gate Bridge and Alcatraz! The captain and crew were also excellent. Definitely a must when you’re in San Francisco!”

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San Francisco Bay Sunset Cruise by Luxury Catamaran - A small catamaran instead of a floating crowd
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San Francisco Bay Sunset Cruise by Luxury Catamaran

5.San Francisco Bay Sunset Cruise by Luxury Catamaran

★★★★★★★★★★4.8 · 1,097 reviews · 1h 30m · from $90

From Pier 39, Adventure Cat Sailing Charters takes you across San Francisco Bay on a 55- or 65-foot catamaran. Expect Alcatraz, Sausalito, Pier 39 sea lions, and a close pass beneath the Golden Gate Bridge, plus one complimentary drink and a friendly English-speaking crew.

“Such a wonderful transformative experience! I highly recommend the sunset bay cruise offered by this company. It was like having friends who just happened to have a Luxury Catamaran. As a single female traveler I felt included and safe. The crew offers to take photos of you against the scenic backdrops. The first drink is included which is a very nice touch and the crew offers to bring you the drinks. Another wonderful touch is the squall jackets available for guests to wear because it gets a bit chilly on the bay. I took one of the big boat cruises at the beginning of my trip and this one was…”

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Walvis Bay: Marine Big 5 Luxury Catamaran Tour - Oyster farms and the approach to Pelican Point
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Walvis Bay: Marine Big 5 Luxury Catamaran Tour

6.Walvis Bay: Marine Big 5 Luxury Catamaran Tour

★★★★★★★★★★4.8 · 1,012 reviews · 3h 30m · from $76

Join Catamaran Charters at Walvis Bay Waterfront for a 3.5-hour marine safari toward Pelican Point and the open sea. Guides such as Bertie, Steven, and Tu-Tu explain the wildlife while you watch seals, dolphins, whales, pelicans, and perhaps mola mola or turtles, with oysters, bubbly, beer, and snacks served onboard.

“Steven was such an amazing guide. He kept us entertained the whole journey and provided lots of interesting facts!! His company was the highlight of the trip. We got very lucky and saw seals, many humpback whales, Heaviside dolphins and pelicans!! What an incredible experience- would highly recommend to anyone.”

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Kotor Bay: Full-Day Catamaran Cruise with Blue Cave Visit - Starting the cruise and settling onto the boat
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Kotor Bay: Full-Day Catamaran Cruise with Blue Cave Visit

7.Kotor Bay: Full-Day Catamaran Cruise with Blue Cave Visit

★★★★★★★★★★4.7 · 683 reviews · 8 hours · from $94

Spend eight hours on a spacious boat cruising Kotor Bay, stopping at Our Lady of the Rocks, Mamula, submarine tunnels, the Blue Cave, and Porto Montenegro. Guides such as Nina, Igor, Vania, and Slavko add history, humor, fruit, champagne, and rakija to a relaxed day with several swim stops.

“Great day tour, the crew was great! Very good information provided during the tour. The captain was a very good driver as I didnt feel any seasickness which I usually do! Perfect day on the sea with multiple stops for swimming and a good ratio people/size of the Boat! Definitely worthy it! Relaxing with good music and fruits.”

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San Francisco Bay Sailing Cruise - The city skyline gets smaller
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San Francisco Bay Sailing Cruise

8.San Francisco Bay Sailing Cruise

★★★★★★★★★★5.0 · 629 reviews · 1 hour 30 minutes (approx.) · from $72

Set out from Pier 39 on Adventure Cat, a 55- or 65-foot catamaran carrying up to 42 people. You’ll sail past Alcatraz, under the Golden Gate Bridge, and toward Sausalito, with covered seating, trampoline nets, an onboard bar, and optional audio guides.

“in San Francisco for a quick trip to meet a friend we always try to do a sailing trip. It was the end of October and I wasn’t sure about the weather, but it was absolutely amazing. There were only four of us on this fantastic day. Captain and crew were amazing Friendly and I’m so glad we went! I always use Viator to book they never disappoint!”

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Sunset Sail Along the San Diego Skyline - The USS Midway view from the bay
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Sunset Sail Along the San Diego Skyline

9.Sunset Sail Along the San Diego Skyline

★★★★★★★★★★5.0 · 603 reviews · 2 hours (approx.) · from $109

Spend about two hours on a shared sunset sail from Safeharbor Sunroad Marina. The yacht carries no more than six people, with bean bags, cushions, blankets, and a bathroom onboard. You may sail with captains such as Aaron, Patrick, Derek, Adam, or Maggie, and can bring your own food and drinks.

“Our sunset cruise in San Diego was absolutely perfect, and that was largely thanks to our captain, Aaron. He was extremely knowledgeable about the harbor and its history, sharing interesting facts throughout our trip without missing a beat. The boat was comfortable, the atmosphere was wonderful, and the sunset was breathtaking. Aaron's hospitality made it a truly memorable.”

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Cape Town: Sunset Catamaran Cruise on Table Bay with Bubbles - The best seat depends on the weather
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Cape Town: Sunset Catamaran Cruise on Table Bay with Bubbles

10.Sunset Catamaran Cruise on Table Bay with Bubbles

★★★★★★★★★★4.6 · 591 reviews · 1h 30m · from $40

Join Wild Horizons at Cape Town’s V&A Waterfront for a 90-minute sunset sail on a 39-foot catamaran. You’ll pass Milnerton Lighthouse, cross Granger Bay, and toast Table Mountain with two glasses of sparkling wine. Crew members such as Captain Fanie and Dylan are known for keeping the mood light.

“I booked this cruise with some mates for my bachelors and I wasn’t disappointed. The views, the vibes and the crew were amazing. Highly recommend!”

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San Sebastian: Sustainable Catamaran Cruise with Audio Guide - Peine del Viento from the water
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San Sebastian: Sustainable Catamaran Cruise with Audio Guide

11.San Sebastian: Sustainable Catamaran Cruise with Audio Guide

★★★★★★★★★★4.2 · 527 reviews · 40 min · from $16Best value

Cruise La Concha Bay aboard the hybrid Ciudad San Sebastián for 40 minutes of quiet coastal views. You’ll see Santa Clara Island, Kursaal, Miramar Palace, Mount Ulia, Mount Igeldo, and Chillida’s Peine del Viento. Bring headphones for the free phone-based guide.

“il faudrait fermer le site de réservation car nous avons payé et y a pas eu la sortie. puis je avoir un remboursement ? cordialement Véronique Rousset”

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Auckland Harbour Sailboat Cruise Including Three Course Dinner - Auckland Harbour Bridge and the city skyline
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Auckland Harbour Sailboat Cruise Including Three Course Dinner

12.Auckland Harbour Sailboat Cruise Including Three Course Dinner

★★★★★★★★★★4.5 · 476 reviews · from $105

Board a 50-foot sailing yacht at Viaduct Harbour for a 2.5-hour evening cruise with a welcome drink, live commentary, and three-course dinner. See the Sky Tower, Harbour Bridge, Ferry Building, and Mt. Eden. Jackets and blankets are supplied, and you may help with the sails or take the wheel.

“What a beautiful way to see Auckland Harbor, and the city other than a sunset, cruise coming back into the harbor and you get to see some of the sunset colors against the backdrop of Auckland and the sky tower was beautiful”

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Seattle Sailing Harbor Tour - What you see from Elliott Bay
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Seattle Sailing Harbor Tour

13.Seattle Sailing Harbor Tour

★★★★★★★★★★4.5 · 473 reviews · 2 hours (approx.) · from $39

Spend about two hours aboard Seattle's Tall Ship, sailing from Pier 66 through Elliott Bay. Expect skyline and Space Needle views, possible Mount Rainier sightings, friendly crew, optional sail-raising, onboard restrooms, drinks for purchase, and a maximum of 70 passengers.

“I went on a sailing tour on my last day in Seattle because I wanted to see the city skyline from the water. We were lucky with the weather — a mix of clouds and sunshine made it even more beautiful. It was such a peaceful and relaxing experience. The crew took wonderful care of everyone on board, offering warm blankets and drinks, which made the trip feel extra cozy. Overall, a lovely experience — highly recommend!”

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Reggae Catamaran and Snorkeling Open Bar Cruise Montego Bay - The north coast from the deck
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Reggae Catamaran and Snorkeling Open Bar Cruise Montego Bay

14.Reggae Catamaran and Snorkeling Open Bar Cruise Montego Bay

★★★★★★★★★★4.0 · 453 reviews · from $125

You’ll cruise Jamaica’s north coast from Tropical Bliss Beach to the waters near Doctor’s Cave Beach, snorkel with provided gear, then join a lively onboard party with reggae music, a DJ, snacks, and an open bar. Hotel pickup, a 10:00 am start, and a possible Margaritaville stop make this an easy group outing.

“Tons of food on boat. Chicken tenders, chips and salsa, fruit. Workers were nice and a vibe. Snorkeling was fun and plenty of time to enjoy. Margaritaville if you want to purchase. Close to resorts in Montego Bay”

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Private 4 Hour Power Catamaran Excursion in Grace Bay - Grace Bay Pickup and Getting Underway
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Private 4 Hour Power Catamaran Excursion in Grace Bay

15.Private 4 Hour Power Catamaran Excursion in Grace Bay

★★★★★★★★★★5.0 · 400 reviews

Set out from Grace Bay with a private captain and crew aboard a power catamaran for up to six people. Choose snorkeling, tubing, fishing, swimming, conch hunting, or time at Half Moon Bay, with lunch, drinks, a rooftop lounge, slide, and onboard bathroom included.

“Captain Phillip did a great job. Perfect family experience kids ages 10, 6, and 3 The water slide was a big hit. Snorkeling was great we saw about 10 different types of fish along the reef and finished seeing about 4ft black tip shark Bring your favorite playlist for Bluetooth. Might need a hoody on the way back with the wind.”

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New in Catamaran & Sailing Cruises

★ 5.0Private Luxury Sailing Catamaran Charter in the Bay of IslandsFrom $1,2818 reviews
★ 5.0Party Catamaran and Snorkeling Tour in Montego BayFrom $10518 reviews
★ 4.0Sailing trip and swim in the bay of Dénia on a catamaranFrom $2461 reviews
★ 4.1Reggae Family Catamaran Cruise with SnorkelingFrom $1259 reviews
★ 4.5Catamaran Party Cruise and Snorkeling in Montego BayFrom $13418 reviews
★ 5.0Cancun Bay Private 2-Hour on a Luxury Yacht45 reviews
★ 4.0Snorkeling Catamaran Tour at Santa Maria BayFrom $69110 reviews
★ 5.0Hype Yacht : VIP tour Krabi Islands & Phang Nga Bay from PhuketFrom $27754 reviews
★ 5.0James Bond Island & Phang Nga Bay Sunset Luxury YachtFrom $16264 reviews
★ 5.0Bay of Islands: Day Sailing Cruise with Island Stop and LunchFrom $13389 reviews
★ 5.0Montego Bay Private Yacht Tour with Open Bar and Lunch67 reviews
★ 4.5Mallorca Catamaran Tour in the Bay of PollensaFrom $82102 reviews
★ 4.9Bay of Islands: Late Afternoon Sailing CruiseFrom $5390 reviews
★ 5.0Thessaloniki : Half-Day Sailing Cruise to Shipwreck Bay !From $11460 reviews
★ 4.5Sydney Harbour Sailing ExperienceFrom $11832 reviews

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